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Trust Me—You'll Still Desire These 36 Items in 2026 (and in '27 and '28)
There's a time for purchasing trendy items—those pieces that will only be suitable for your wardrobe for a season or two—and a time to invest in timeless, enduring staples. A party with a specific dress code or theme belongs to the former category, while a designer handbag or a classic pair of jeans falls into the latter. If what you're buying is likely to have a short lifespan, avoid spending a significant amount on it. What’s the point if it will become obsolete in a few months? Therefore, when you're ready to add items to your wardrobe that you intend to keep and wear for one, two, or even ten years, it’s wise to allocate a substantial amount of money for those purchases. It all comes down to cost per wear; wearing something multiple times a year for many years can essentially make even your largest investments seem free. (Girl math?) To assist you with deciding what to spend your hard-earned money on, I compiled a list of 36 timeless investment fashion pieces that are sure to be worn regularly for at least the next decade. This list includes iconic designer items, such as the Dior Bar Jacket, The Row Margaux bag, and Cartier Tank watch, as well as new arrivals that I believe will gain a cult following over time, like Tory Burch's large Lee Radziwill shoulder bag and Khaite's Winslow jeans. Interested? Keep scrolling.
The Row
Margaux Shoulder 12 Bag in Leather
Yes, this bag is available… for now.
HIGH SPORT
Kick Cropped Stretch-Cotton Flared Pants
I know many brands are currently offering this pants style, but none can compare to the original High Sport pair.
Everyone has at least one pair of ballet flats they adore and wear often. For me, it’s Margaux's Demi Flats.
Saint Laurent
Suede Bomber Jacket
If I were to invest in a single fall outerwear piece in 2025, it would undoubtedly be this suede bomber jacket from Saint Laurent. Easy choice.
KALLMEYER
Nola Silk Chiffon-Trimmed Satin Midi Skirt
An exquisite slip skirt that will never go out of fashion.
Attersee
The Knit T-Shirt Dress
This dress is the type you’ll find yourself wearing weekly for a lifetime.
Prada
Collapse Re-Nylon and Suede Sneakers
This navy pair of Prada sneakers is incredibly stylish right now and extremely versatile, making them an instant classic.
Cartier
Tank Louis Cartier Watch
No one has ever regretted investing in a Cartier Tank. End of story.
Burberry
Mid-Length Camden Heritage Car Coat in Honey
A Burberry trench coat is a timeless choice.
TOTEME
Garderob High-Rise Slim-Fit Organic Jeans
The fit and wash of these jeans will always be fashionable.
Buy these if you want to feel like you’re always at a luxury hotel.
Tory Burch
Large Lee Radziwill Shoulder Bag
My social media feeds are buzzing about this bag. It’s already on track to become a long-term favorite.
When an item is both practical and stylish, it’s likely to outlast the trend cycle.
DÉHANCHE
Hollyhock Braided Leather Belt
A truly great timeless belt.
KHAITE
Winslow Mid-Rise Straight-Leg Jeans
The ideal jeans that are neither too baggy nor too tight.
KHAITE
Colt Leather Mules
I couldn’t help but fall for these the first time I saw them. They’re stunning and versatile for dresses, jeans, skirts, and more.
Dior
30 Montaigne Bar Jacket
The Dior Bar Jacket is likely the fashion item I desire most.
Tibi
Circular Fine Rib T Tank
This tank top maintains its shape indefinitely. I’m not sure how Tibi achieved this, but it’s a modern fashion miracle.
Gucci
Round Frame Sunglasses
I intend to buy these and wear them every single day. Who needs multiple pairs of sunglasses when you have one that’s this chic?
DÔEN
Francisca Broderie Anglaise-Trimmed Pintucked Organic Cotton-Poplin Straight-Leg Pants
Summers can get hot. You might as well invest in a great pair of pants to keep you cool that you can wear summer after summer.
Roberto Coin
18K White Gold Diamonds by the Inch Bezel Set Solitaire Necklace
Perfect for pairing with a white T-shirt or a cocktail dress.
Kallmeyer
Black Tavi Dinner Trench Coat
The fact that this coat is currently on sale is astonishing to me. Pieces of this quality should never be discounted (though I’m not complaining).
MANOLO BLAHNIK
Maysale 50 Buckled Suede Mules
The only kitten heels a girl will ever need.
LA LIGNE
Jill Striped Cotton Sweater
The Row
Soft Margaux 15 Bag
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Trust Me—You'll Still Desire These 36 Items in 2026 (and in '27 and '28)
Timeless, with a capital T.